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Some time after Empress Jessamine Kaldwin was assassinated and her daughter Emily kidnapped, Havelock organized the Loyalist Conspiracy. Since he had become the owner of the Hound Pits Pub several years prior to the outbreak of the rat plague, he utilizes the drinking establishment as the Loyalists' base of operations.

Havelock and Martin brief Corvo on his next mission.

In his position as the leader of the Conspiracy, Havelock arranges Corvo Attano's escape from Coldridge Prison with the help of Teague Martin, and tasks Corvo with completing various missions to achieve the Conspiracy's ultimate goal of overthrowing the Lord Regent and rescuing Emily.

Throughout the course of Dishonored, Havelock updates the log in his room at the Hound Pits, detailing his thoughts and feelings. In it, he praises Corvo for completing feats he had not thought possible (for instance, noting that he had given Corvo "odds of 1 in 5" of escaping Coldridge),[2] while simultaneously expressing concern over Corvo's skill, and what threat he might pose to their future efforts.[3]

After the fall of Hiram Burrows, Havelock, Martin, and Pendleton betray Corvo, poisoning him and leaving him for dead. The three conspirators kill many of the other Loyalists to cover up their connection to Corvo's actions and set the City Watch on the Hound Pits, purporting to have "discovered" the Conspiracy's base of operations. They then take power by presenting the "rescued" Emily and ruling in her name, with Havelock himself becoming the new Lord Regent. Additionally, Havelock appoints himself Grand Admiral of the Fleet and Supreme Commander of the Combined Armies of the Empire. Havelock then retreats to Kingsparrow Island, along with Pendleton and Martin, taking Emily with him.

Havelock can be found in the penthouse of Burrows Lighthouse on Kingsparrow Island. Pendleton and Martin are dead at a table, apparently poisoned. Havelock is found muttering to himself about the failure of his plans and Corvo's imminent revenge, having succumbed to feelings of guilt and extreme paranoia.

Corvo must deal with Havelock to get the key to Emily's room. If confronted non-violently, Havelock will not attack Corvo, but will instead face a nearby fireplace and speak briefly before offering the key. (Note that if Corvo listens to Havelock's full speech and then takes the key without harming him, Havelock will attack.) His non-lethal fate is unknown, though it is presumed that he is sent to Coldridge Prison to be executed for his crimes.

Havelock is found holding Emily hostage on the level above the penthouse, at the edge of an unguarded walkway over a fatal drop. If Corvo does not act or if he moves too close to Havelock, the Admiral will jump from the walkway to his death, taking Emily with him. If Corvo manages to approach Havelock before he can jump (Blink and Bend Time being popular methods), he can save Emily, and Havelock will fall to his death alone. If Corvo kills Havelock with a ranged attack or power, Havelock will fall but Emily will grab the edge of the platform. Corvo can then pull her up. It is also possible to deal with Havelock non-lethally in the High Chaos ending; simply possess him and walk him away from the edge, and then choke him out.

According to the Heart, Havelock once had a younger brother, an avid painter who died at the age of nine, whom Havelock loved.[4]

In response to Pendleton's melancholy over the death of his brothers, Havelock briefly ponders if he could kill his own brother, were he still alive. He concludes that he would, if it was necessary to the cause.

Harvey Smith reveals that Havelock may have had "a domineering father (also in the navy)."[5]

At one point in his diary at the Hound Pits pub, Havelock adds an entry speculating on whether Corvo is Emily's father.

Samuel Beechworth states that he once served in the Navy under Havelock, though he doubts Havelock remembers.

In a line of dialogue accessible after the High Overseer Campbell mission, Havelock states that Samuel looks familiar, though he cannot recall why.

The Heart states that he has killed men and whales, both for money and pleasure, and describes him as having "the bloodlust."[6]

Although the official story is that Havelock was discharged from the navy after refusing to sail under Hiram Burrows, the Heart adds that he "tried to seize control of the military after the Empress [...] was murdered."[6]

Cecelia, who tells Corvo about Havelock's past, admits that her understanding of the story is not quite clear.

As with all other assassination targets, if Corvo decides to kill Havelock with his sword, a special animation plays. In it, Corvo stabs Havelock's forearm when the Admiral pulls out his pistol, and then uses said pistol to shoot Havelock in the head.

Admiral Havelock has an unusually powerful blade lock, even greater than that of Daud. Beating him in a blade lock is extremely difficult, even with the improved blade lock sword upgrade. He also has slightly more health than normal, and like City Watch Officers, he is very skilled at blocking, dodging, and kicking, but otherwise he has no other extraordinary combat abilities.